Wiltshire Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Wiltshire holiday rentals

Serenitys Hideaway Montego Bay

Serenitys Hideaway Montego Bay
3.5 star property
Montego Bay
The price is AU$240
includes taxes & fees
27 Apr - 28 Apr
Serenitys Hideaway Montego Bay

Bev Rosevilla

Bev Rosevilla
2.5 star property
Rhyne Park Village
The price is AU$181
includes taxes & fees
27 Apr - 28 Apr
Bev Rosevilla

Sunshine Lodge- Your Home Away From Home

Sunshine Lodge- Your Home Away From Home
4.0 star property
Montego Bay
7.4 out of 10, Good, (3 reviews)
"It was beautiful on the inside and had an amazing view of Montego Bay."
United States
AGNES
The price is AU$119
includes taxes & fees
4 May - 5 May
Sunshine Lodge- Your Home Away From Home

Half Hill 3BR

Half Hill 3BR
3.5 star property
Montego Bay
The price is AU$601
includes taxes & fees
28 Apr - 29 Apr
Half Hill 3BR

Short and longTerm ,Vacational rental home.

Short and longTerm ,Vacational rental home.
Rhyne Park Village
8.8 out of 10, Excellent, (3 reviews)
"Kadean is the best!.. very helpful everyday of my stay.."
United States
Julia M.
The price is AU$157
includes taxes & fees
27 Apr - 28 Apr
Short and longTerm ,Vacational rental home.

Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts

Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts
Mount Salem
10.0 out of 10, Exceptional, (1 review)
"I stayed at Topaz Dream Guesthouse in Montego Bay during Sumfest 2025, and it was such a beautiful and unforgettable experience. The space is cozy, artistic, and full of character, but what truly makes it special is Cherri, the host.Cherri is warm, wise, and simply amazing. She carries the spirit of Jamaica in her heart and has the most incredible stories of life, love, triumph, and resilience. Connecting with her was the true highlight of my trip—our conversations left me feeling inspired and...
United States
English C.
The price is AU$115
includes taxes & fees
3 May - 4 May
Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts

Serenity Suite; The Jamaican Retreat

Serenity Suite; The Jamaican Retreat
Montego Bay
The price is AU$143
includes taxes & fees
27 Apr - 28 Apr
Serenity Suite; The Jamaican Retreat

Impeccable Spacious 3 Bedroom Home Near Beach!

Impeccable Spacious 3 Bedroom Home Near Beach!
Montego Bay
9.0 out of 10, Wonderful, (7 reviews)
"Our stay at this property was pleasant, relaxing and quiet. Host was very responsive and checked in during our stay to make sure all was well. There is a local grocery store and restaurant within walking distance which was a plus. Will definitely stay again!"
United States
Bridgette E.
The price is AU$227
includes taxes & fees
28 Apr - 29 Apr
Impeccable Spacious 3 Bedroom Home Near Beach!

Montego Bay Ironshore Luxury Studios

Montego Bay Ironshore Luxury Studios
3.0 star property
Ironshore
9.4 out of 10, Exceptional, (26 reviews)
"Beautifully kept property! Will stay again! "
United States
cherise
The price is AU$111
includes taxes & fees
17 May - 18 May
Montego Bay Ironshore Luxury Studios

Kimoya's cottage is a mountain cottage overlooking the sea and coastline

Kimoya's cottage is a mountain cottage overlooking the sea and coastline
Cave
9.0 out of 10, Wonderful, (2 reviews)
"Absolutely gorgeous property and views, bird sounds, fantastic food prepared by the friendly hosts. Simple living with wi-fi if needed."
United States
David G.
The price is AU$115
includes taxes & fees
28 Apr - 29 Apr
Kimoya's cottage is a mountain cottage overlooking the sea and coastline

Hospitality Expert CB1: Pool, Beach & Chef

Hospitality Expert CB1: Pool, Beach & Chef
Montego Bay
8.8 out of 10, Excellent, (10 reviews)
"Had a good experience shower pressure, and bathroom flushing was a lil problem otherwise all was well for me"
United States
Kevin D.
The price is AU$318
includes taxes & fees
27 Apr - 28 Apr
Hospitality Expert CB1: Pool, Beach & Chef

Unity Villa

Unity Villa
3.0 star property
Montego Bay
8.0 out of 10, Very good, (1 review)
"I LIKE HOW THEY COMMUNICATED AND ADDRESSED THE PROBLEMS ! Only thing I didn’t like was the no working ac and there wasn’t stuff close to go shop "
United States
Susan
The price is AU$181
includes taxes & fees
27 Apr - 28 Apr
Unity Villa

Angels Hideaway Blue Room

Angels Hideaway Blue Room
2.0 star property
Ironshore
9.0 out of 10, Wonderful, (2 reviews)
"Very convenient location, very affordable. And very clean. The host took good care of us. "
United States
DUSTIN
The price is AU$126
includes taxes & fees
27 Apr - 28 Apr
Angels Hideaway Blue Room

Hideaway by the Sea

Hideaway by the Sea
Montego Bay
9.8 out of 10, Exceptional, (37 reviews)
"Very clean space and Sherri thought of every convenience you could need that made my stay very comfortable "
United States
Renardo
The price is AU$188
includes taxes & fees
30 Apr - 1 May
Hideaway by the Sea

Claudeville Condo

Claudeville Condo
3.0 star property
Montego Bay
8.6 out of 10, Excellent, (24 reviews)
"Staff was very friendly and welcoming. "
United Kingdom
Sophia
The price is AU$155
includes taxes & fees
27 Apr - 28 Apr
Claudeville Condo

Nianna Coral Bay Luxurious Townhouse- 3

Nianna Coral Bay Luxurious Townhouse- 3
3.5 star property
Montego Bay
8.6 out of 10, Excellent, (14 reviews)
"Nice spot if your love quiet and privacy"
United States
Isa
The price is AU$321
includes taxes & fees
27 Apr - 28 Apr
Nianna Coral Bay Luxurious Townhouse- 3

Hospitality Expert Seawind - Pool, Beach, Chef

Hospitality Expert Seawind - Pool, Beach, Chef
Montego Bay
10.0 out of 10, Exceptional, (2 reviews)
"Nice place and breakfast"
Spain
Xavier
The price is AU$332
includes taxes & fees
9 May - 10 May
Hospitality Expert Seawind - Pool, Beach, Chef

The Best 2 Bedrooms Townhouse in Montego Bay!

The Best 2 Bedrooms Townhouse in Montego Bay!
Ironshore
8.6 out of 10, Excellent, (7 reviews)
"Chester was the best host EVER!!!"
United States
Weslyn A.
The price is AU$400
includes taxes & fees
27 Apr - 28 Apr
The Best 2 Bedrooms Townhouse in Montego Bay!

Nianna Coral Bay Gorgeous Townhouse 2

Nianna Coral Bay Gorgeous Townhouse 2
3.5 star property
Montego Bay
8.2 out of 10, Very good, (13 reviews)
"Room and apartment was very clean and the reception was great. Left my laptop by accident in the apartment. Next morning I received a text with caption of found laptop, Was able to retrieve with easy."
United States
Carl
The price is AU$309
includes taxes & fees
3 May - 4 May
Nianna Coral Bay Gorgeous Townhouse 2

Sunshine Seashore Escape Jamaica

Sunshine Seashore Escape Jamaica
3.5 star property
Lucea
The price is AU$360
includes taxes & fees
27 Apr - 28 Apr
Sunshine Seashore Escape Jamaica
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Wiltshire Hotel Reviews

Find out more about Wiltshire

Everything you need to know about Wiltshire holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Wiltshire holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Wiltshire holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Wiltshire holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wiltshire. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Wiltshire holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Wiltshire holiday rentals we have selected for you start as low as AU$111 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Wiltshire rentals

At Expedia, we put the best Wiltshire holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Wiltshire rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Wiltshire holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Wiltshire. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Wiltshire?

Yes, there are holiday rentals close to the most popular sights in Wiltshire, or you can select a more secluded option if you're looking for a relaxing stay. Wiltshire is known for its beaches and sporting events. Make sure you have time to check out the shopping and restaurants during your trip.

What are some of the best holiday rentals that Wiltshire has to offer?

Sunshine Lodge- Your Home Away From Home: This holiday home rental outside Wiltshire is located by the ocean, and has a private balcony, a private garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and a microwave. Make the most of games in this rental home to help you unwind.

What’s there to see and do in Wiltshire?

While exploring the area, visit family-friendly sights like Montego Bay Marine Park, or get outside and enjoy nature at Freeport Peninsula. In the wider area, you’ll find Montego Bay Cruise Ship Terminal and Saint James Parish Church.

What’s a holiday rental in Wiltshire like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Wiltshire. Holiday rentals feature extras like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from shared hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for a small group gathering.